JP2018140996A5 - - Google Patents
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- Publication number
- JP2018140996A5 JP2018140996A5 JP2018084183A JP2018084183A JP2018140996A5 JP 2018140996 A5 JP2018140996 A5 JP 2018140996A5 JP 2018084183 A JP2018084183 A JP 2018084183A JP 2018084183 A JP2018084183 A JP 2018084183A JP 2018140996 A5 JP2018140996 A5 JP 2018140996A5
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- hcl
- reactor
- dehydrochlorination
- stream
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000003054 catalyst Substances 0.000 claims description 30
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-Tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 230000001172 regenerating Effects 0.000 claims description 3
- 238000005660 chlorination reaction Methods 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 12
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 12
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 12
- 238000007033 dehydrochlorination reaction Methods 0.000 claims 4
- 239000012320 chlorinating reagent Substances 0.000 claims 3
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 2
- SMCNZLDHTZESTK-UHFFFAOYSA-N 2-chloro-1,1,1,2-tetrafluoropropane Chemical compound CC(F)(Cl)C(F)(F)F SMCNZLDHTZESTK-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 150000003839 salts Chemical group 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000008188 pellet Substances 0.000 description 7
- 230000001603 reducing Effects 0.000 description 6
- 241000894007 species Species 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 230000008929 regeneration Effects 0.000 description 4
- 238000011069 regeneration method Methods 0.000 description 4
- 239000008187 granular material Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 240000007170 Cocos nucifera Species 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- BFGKITSFLPAWGI-UHFFFAOYSA-N chromium(3+) Chemical compound [Cr+3] BFGKITSFLPAWGI-UHFFFAOYSA-N 0.000 description 1
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000005796 dehydrofluorination reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011491 glass wool Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012041 precatalyst Substances 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1413340.9 | 2014-07-28 | ||
| GB1413340.9A GB2528690B (en) | 2014-07-28 | 2014-07-28 | Process for preparing a (hydro)(chloro)fluoroalkene |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016573570A Division JP6334741B2 (ja) | 2014-07-28 | 2015-07-27 | ハロゲン化アルカンの脱ハロゲン化水素化によるハロゲン化アルケンの調製のための方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018140996A JP2018140996A (ja) | 2018-09-13 |
| JP2018140996A5 true JP2018140996A5 (zh) | 2019-11-07 |
| JP6674974B2 JP6674974B2 (ja) | 2020-04-01 |
Family
ID=51587349
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016573570A Active JP6334741B2 (ja) | 2014-07-28 | 2015-07-27 | ハロゲン化アルカンの脱ハロゲン化水素化によるハロゲン化アルケンの調製のための方法 |
| JP2018084183A Active JP6674974B2 (ja) | 2014-07-28 | 2018-04-25 | ハロゲン化アルカンの脱ハロゲン化水素化によるハロゲン化アルケンの調製のための方法 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016573570A Active JP6334741B2 (ja) | 2014-07-28 | 2015-07-27 | ハロゲン化アルカンの脱ハロゲン化水素化によるハロゲン化アルケンの調製のための方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US9944578B2 (zh) |
| EP (2) | EP3366662B1 (zh) |
| JP (2) | JP6334741B2 (zh) |
| ES (2) | ES2687400T3 (zh) |
| GB (1) | GB2528690B (zh) |
| WO (1) | WO2016016625A1 (zh) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018012511A1 (ja) * | 2016-07-11 | 2018-01-18 | ダイキン工業株式会社 | １－クロロ－１，２－ジフルオロエチレンの製造方法 |
| US10351494B1 (en) * | 2018-01-08 | 2019-07-16 | Honeywell International Inc. | Systems and methods for reducing the formation of impurities during 244bb dehydrochlorination to 1234yf |
| JP7166889B2 (ja) * | 2018-11-20 | 2022-11-08 | ダイキン工業株式会社 | １，２－ジフルオロエチレンの製造方法 |
| FR3094714B1 (fr) * | 2019-04-03 | 2021-04-23 | Arkema France | Procédé de purification du 1-chloro-3,3,3-trifluoropropène |
| US11795125B2 (en) * | 2022-01-26 | 2023-10-24 | Honeywell International Inc. | Integrated process for making 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) from a mixture of high-boiling fluorinated components |
| CN115572208A (zh) * | 2022-08-29 | 2023-01-06 | 西安近代化学研究所 | 一种2-氯-3,3,3-三氟丙烯的制备方法 |
| CN116178097B (zh) * | 2023-04-24 | 2023-07-07 | 山东澳帆新材料有限公司 | 一种高选择性制备2-氯-1,1,1,2-四氟丙烷的方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4001779A1 (de) * | 1989-02-01 | 1990-08-02 | Inst Francais Du Petrole | Verfahren zur regenerierung eines katalysators fuer die reformierung oder die herstellung aromatischer kohlenwasserstoffe |
| US5202102A (en) * | 1991-05-22 | 1993-04-13 | The Dow Chemical Company | Gas phase dehydrohalogenation using a pretreated catalyst |
| US8530708B2 (en) * | 2003-07-25 | 2013-09-10 | Honeywell International Inc. | Processes for selective dehydrohalogenation of halogenated alkanes |
| KR20080066853A (ko) * | 2005-11-03 | 2008-07-16 | 허니웰 인터내셔널 인코포레이티드 | 플루오르화 유기 화합물의 제조 방법 |
| GB0806422D0 (en) * | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| US9040759B2 (en) | 2007-07-06 | 2015-05-26 | Honeywell International Inc. | Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons |
| US7884254B2 (en) * | 2007-08-08 | 2011-02-08 | Honeywell International Inc. | Dehydrochlorination of hydrochlorofluorocarbons using pre-treated activated carbon catalysts |
| WO2011130108A1 (en) * | 2010-04-14 | 2011-10-20 | Arkema Inc. | Process for the manufacture of tetrafluoroolefins |
| US8653309B2 (en) * | 2011-04-20 | 2014-02-18 | Honeywell International Inc. | Process for producing trans-1233zd |
| US8436217B2 (en) * | 2011-04-25 | 2013-05-07 | Honeywell International Inc. | Integrated process to co-produce 1,1,1,3,3-pentafluoropropane, trans-1-chloro-3,3,3-trifluoropropene and trans-1,3,3,3-tetrafluoropropene |
| CN103946193B (zh) | 2011-10-14 | 2015-11-25 | 霍尼韦尔国际公司 | 制备2,3,3,3-四氟丙烯的方法 |
| US8829254B2 (en) * | 2012-02-14 | 2014-09-09 | Honeywell International Inc. | Process for making 1,3,3,3-tetrafluoropropene |
| US8889924B2 (en) * | 2012-02-14 | 2014-11-18 | Honeywell International Inc. | Process for the production of 1,3,3,3-tetrafluoropropene |
| JP6107467B2 (ja) * | 2012-06-29 | 2017-04-05 | セントラル硝子株式会社 | １−クロロ−３，３，３−トリフルオロプロペンの製造方法 |
| WO2014150889A1 (en) * | 2013-03-15 | 2014-09-25 | Honeywell International Inc. | Methods for removing halogenated ethylene impurities in 2,3,3,3-tetrafluoropropene product |
-
2014
- 2014-07-28 GB GB1413340.9A patent/GB2528690B/en active Active
-
2015
- 2015-07-27 JP JP2016573570A patent/JP6334741B2/ja active Active
- 2015-07-27 EP EP18167117.3A patent/EP3366662B1/en active Active
- 2015-07-27 EP EP15756440.2A patent/EP3077352B1/en active Active
- 2015-07-27 ES ES15756440.2T patent/ES2687400T3/es active Active
- 2015-07-27 WO PCT/GB2015/052165 patent/WO2016016625A1/en active Application Filing
- 2015-07-27 ES ES18167117T patent/ES2811050T3/es active Active
- 2015-07-27 US US15/329,392 patent/US9944578B2/en active Active
-
2018
- 2018-04-16 US US15/953,743 patent/US10442743B2/en active Active
- 2018-04-25 JP JP2018084183A patent/JP6674974B2/ja active Active
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